Forming a three-dimensional porous organic network via solid-state explosion of organic single crystals
Open Access
- 17 November 2017
- journal article
- research article
- Published by Springer Science and Business Media LLC in Nature Communications
- Vol. 8 (1), 1599
- https://doi.org/10.1038/s41467-017-01568-3
Abstract
Solid-state reaction of organic molecules holds a considerable advantage over liquid-phase processes in the manufacturing industry. However, the research progress in exploring this benefit is largely staggering, which leaves few liquid-phase systems to work with. Here, we show a synthetic protocol for the formation of a three-dimensional porous organic network via solid-state explosion of organic single crystals. The explosive reaction is realized by the Bergman reaction (cycloaromatization) of three enediyne groups on 2,3,6,7,14,15-hexaethynyl-9,10-dihydro-9,10-[1,2]benzenoanthracene. The origin of the explosion is systematically studied using single-crystal X-ray diffraction and differential scanning calorimetry, along with high-speed camera and density functional theory calculations. The results suggest that the solid-state explosion is triggered by an abrupt change in lattice energy induced by release of primer molecules in the 2,3,6,7,14,15-hexaethynyl-9,10-dihydro-9,10-[1,2]benzenoanthracene crystal lattice.Keywords
This publication has 34 references indexed in Scilit:
- Unusually Stable Triazine-based Organic SuperstructuresAngewandte Chemie-International Edition, 2016
- Scalable Production of Edge‐Functionalized Graphene Nanoplatelets via Mechanochemical Ball‐MillingAdvanced Functional Materials, 2015
- A Two-Dimensional Polymer from the Anthracene Dimer and Triptycene MotifsJournal of the American Chemical Society, 2013
- Mechanochemistry: opportunities for new and cleaner synthesisChemical Society Reviews, 2011
- Annealing assisted mechanochemical syntheses of transition-metal coordination compounds and co-crystal formationCrystEngComm, 2009
- Photo-irradiation for preparation, modification and stimulation of polymeric membranesProgress in Polymer Science, 2008
- Mechanochemical preparation of molecular and supramolecular organometallic materials and coordination networksDalton Transactions, 2006
- Reactions Between or Within Molecular CrystalsAngewandte Chemie-International Edition, 2004
- Solvent-Free Organic SynthesisChemical Reviews, 2000
- Solid-state reaction kinetics in single-phase polymerizationsThe Journal of Chemical Physics, 1978